6,6'-DibroMo-N,N'-(2-ethylhexyl)-isoindigo

Base Information

• Chemical Name: 6,6'-DibroMo-N,N'-(2-ethylhexyl)-isoindigo
• CAS No.: 1147124-23-9
• Molecular Formula: C₃₂H₄₀Br₂N₂O₂
• Molecular Weight: 644.49
• Mol file: 1147124-23-9.mol

Synonyms:N,N’-bis(rac-2-ethylhexyl)-6,6’-dibromoisoindigo

Chemical Property of 6,6'-DibroMo-N,N'-(2-ethylhexyl)-isoindigo

Chemical Property:

• Melting Point: 105-110°C
• Boiling Point: 634.1±55.0 °C(Predicted)
• PKA: -2.01±0.20(Predicted)
• Density: 1.338±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

6,6'-Dibromo-1,1'-bis(2-exylhexyl)isoindigo ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Electron accepting building block for the preparation of electroactive materials for organic electronics.

Technology Process of 6,6'-DibroMo-N,N'-(2-ethylhexyl)-isoindigo

There total 4 articles about 6,6'-DibroMo-N,N'-(2-ethylhexyl)-isoindigo which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

3-bromomethylheptane (18908-66-2) + 1,1'-dihydro-6,6'-dibromoisoindigo (1147124-21-7) → N,N’-bis(rac-2-ethylhexyl)-6,6’-dibromoisoindigo (1147124-23-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 15h; Inert atmosphere;

Reference yield: 44.7%

3-bromomethylheptane (18908-66-2) + 6-bromoisoindigo (1210390-71-8) → C32H42N2O2 (1210390-73-0) + N,N’-bis(rac-2-ethylhexyl)-6-bromoisoindigo (1210390-72-9) + N,N’-bis(rac-2-ethylhexyl)-6,6’-dibromoisoindigo (1147124-23-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 15h; Inert atmosphere;

DOI:10.1021/ol902512x

Reference yield:

6-bromoisatin (6326-79-0) → N,N’-bis(rac-2-ethylhexyl)-6,6’-dibromoisoindigo (1147124-23-9)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; hydrogenchloride / water / 9 h / Reflux

2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 100 °C / Inert atmosphere

With hydrogenchloride; potassium carbonate; acetic acid; In water; N,N-dimethyl-formamide;

DOI:10.1002/pola.26746

upstream raw materials:

3-bromomethylheptane

6-bromoisoindigo

1,1'-dihydro-6,6'-dibromoisoindigo

6-bromoisatin